1244 Pine Ave, Shady Side, MD 20764
MAIN LEVEL FULL BATH
THIS ROOM HAS THE WASHER AND DRYER AND CAN BE USED
OFF MARKET

1244 Pine Ave
Shady Side, MD 20764

  • 4 Beds
  • 2 Baths
  • 2,741 sqft (on 0.34 acres)

$677,800

Trulia Estimate
as of Aug 17, 2026
Est. Refi. Payment $4,025/mo*
Refinance Your Home

$677,800

Trulia Estimate
as of Aug 17, 2026
Est. Refi. Payment $4,025/mo*
Refinance Your Home
4 Beds
2 Baths
2,741 sqft
(on 0.34 acres)

Home Value

Trulia Estimate
$678K
Since last month
Decreased$14K (-2%)
Since last year
Increased$12K (+1.8%)
Since last sale
Increased$284K (+72.3%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +72% in the last 10 years
MonthEstimated value
2026
August 2026$677K
July 2026$679K
June 2026$691K
May 2026$681K
April 2026$683K
March 2026$670K
February 2026$652K
January 2026$657K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1240 Pine Ave, Shady Side, MD
0.03
Single-Family Home
$460,000
03/20/26
3
2
1,500
4931 Mariners Dr, Shady Side, MD
0.21
Single-Family Home
$464,000
04/08/26
3
2
1,512
5191 Spring Ave, Shady Side, MD
0.15
Single-Family Home
$469,000
04/21/26
4
3
1,632
1191 Poplar Ave, Shady Side, MD
0.31
Single-Family Home
$525,000
08/07/26
4
2.5
2,272
1440 Cedarhurst Rd, Shady Side, MD
0.63
Single-Family Home
$439,000
09/29/25
4
2
2,440
1191 Spruce Ave, Shady Side, MD
0.24
Single-Family Home
$400,000
05/15/26
3
1.5
1,296
5222 Spring Ave, Shady Side, MD
0.30
Single-Family Home
$500,000
07/31/26
4
3
1,730
1192 Oak Ave, Shady Side, MD
0.19
Single-Family Home
$449,950
10/16/25
3
2
1,224
1216 Grove Ave, Shady Side, MD
0.13
Single-Family Home
$465,000
09/26/25
5
2.5
2,051
1195 Cedar Ave, Shady Side, MD
0.33
Single-Family Home
$674,900
11/05/25
4
2.5
2,710

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
1234 Pine Ave, Shady Side, MD 20764
0.06
$298,100
2
1
736
Off Market
1235 Spruce Ave, Shady Side, MD 20764
0.06
$650,990
4
2.5
2,710
For Sale
1237 Spruce Ave, Shady Side, MD 20764
0.07
$619,990
4
2.5
-
For Sale
1225 Spruce Ave, Shady Side, MD 20764
0.08
$500,200
3
2.5
1,774
Off Market
1229 Holly Ave, Shady Side, MD 20764
0.11
$451,000
3
2.5
1,544
Off Market
1223 Pine Ave, Shady Side, MD 20764
0.12
$315,000
2
1
960
Recently Sold
1219 Holly Ave, Shady Side, MD 20764
0.12
$343,600
3
1.5
1,020
Off Market
1221 Pine Ave, Shady Side, MD 20764
0.12
$355,100
2
2
1,104
Off Market
1210 Spruce Ave, Shady Side, MD 20764
0.13
$414,500
3
2
1,308
Off Market
1216 Grove Ave, Shady Side, MD 20764
0.13
$472,200
5
2.5
2,051
Off Market
1433 Haile Pkwy, Shady Side, MD 20764
0.13
-
-
-
-
Off Market
1220 Grove Ave, Shady Side, MD 20764
0.13
$475,000
5
2
1,812
For Sale

Local Information

  • Map ViewExplore the area around 1244 Pine Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1950
Lot Size
0.34 acres
Living Area
2,741 sqft
Price/Sqft
$247

About this House

Beautiful updated home with amazing water views & outstanding community amenities. Newer granite counter top, cabinets, stainless steel app. & tiled back splash. All new carpet, paint, updated siding, roof and windows. Price includes an additional 5,000 sq st lot for a total of .34.5 ac. Sip your coffee on your screened porch or deck. Water/Bay priv,pier/dock,comm house, tot lots & boat slips.
1244 Pine Ave, Shady Side, MD 20764 is a 4 bedroom, 2 bathroom, 2,741 sqft single-family home built in 1950. It last sold for $393,000 on Sep 29, 2015. It is currently off market. The Trulia Estimate is $677,800, with a rent estimate of $2,964/month.

Home Details for 1244 Pine Ave

Interior Features

Heating & Cooling
Heating: Heat Pump, ElectricAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Interior Details
Additional StorageAtticTypes of Rooms: Family RoomStorage
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: StuccoPatioPorch
Parking & Garage
Parking: Off Street

Property Information

Year Built
Year Built: 1950
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 0.34 acres

Price and Tax history

DateEventPrice
Sep 29, 2015
Source: N/A
Sold
$393,000
Aug 30, 2015
Source: Agent Provided
Pending
$399,000
Jul 24, 2015
Source: Agent Provided
PriceChange
$399,000
Price decreased by 2%
Jun 24, 2015
Source: Agent Provided
PriceChange
$407,900
Price decreased by 0%
Jun 12, 2015
Source: Agent Provided
PriceChange
$408,900
Price decreased by 0%

Market trends in Shady Side

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
35
7MoM
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Around this home

What Locals Say about Shady Side

At least 26 Trulia users voted on each feature.

  • 97 % Say yards are well-kept

  • 96 % Say car is needed

  • 91 % Say it's dog friendly

  • 89 % Say kids play outside

  • 81 % Say people would walk alone at night

  • 76 % Say it's quiet

  • 76 % Say parking is easy

  • 73 % Say neighbors are friendly

  • 73 % Say there's wildlife

  • 71 % Say there's holiday spirit

  • 50 % Say they plan to stay for at least 5 years

  • 43 % Say there are community events

  • 32 % Say it's walkable to restaurants

  • 29 % Say streets are well-lit

  • 13 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Krmotto@gmail.com
    "the bay is so close, and the neighborhood is perfect for our small family. bike rides are fun, and good schools we think! "
    1
    Flag
  • Julie F.
    "We have nice parks and water access, and boat slips. Neighbors are friendly and watch out for each other "
    0
    Flag
  • Renee B.
    " If you want to live in a country or water setting this is a great area for just that. It is a relatively easy commute into DC, Annapolis or Baltimore. If you want box stores forget it! it's all about keeping it local down here. Enjoy the diverse community of friendly people who like to kayak, fish, sail, bike ride, power boat, motorcycle, hunt, eat local crabs & oysters, the arts, history at Captain Avery Museum, ride horses and so much more!! I gave the traffic an Excellent rating compared to the congested surrounding areas, every now and then you might get behind a farmers tractor who usually pulls over to let you pass! Public Transportation, there is a Park & Ride 15min away that has an excellent commuter bus into DC. School buses yes. Senior Citizen busses available. Community Involvement - Small 4th of July Parade, Oyster Festival, and just some good old fashioned neighborhood get togethers. "
    1
    Flag
  • Elena H.
    "For a quaint existence on the water where waking up to the tranquility of birds singing and going to sleep following an uninhibited view of the night sky are your drivers, this bucolic neighborhood is perfect! Ideal neighborhood for the boating crowd and a weekend home. "
    1
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 1244 Pine Ave

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Off Market Homes Near 1244 Pine Ave

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Frequently asked questions about 1244 Pine Ave

  • What is 1244 Pine Ave estimated to be worth?
    Trulia's estimated value for 1244 Pine Ave in Shady Side, MD is $677,800.
  • What is the price history for 1244 Pine Ave?
    1244 Pine Ave in Shady Side, MD last sold for $393,000 in September 2015.
  • Is Shady Side a buyer's or seller's market?
    Shady Side is currently a balanced market, based on recent for-sale activity.
  • What do residents say about Shady Side?
    Residents describe Shady Side, MD as well-kept, dog-friendly, and quiet. Most residents say you need a car. See recently sold homes in Shady Side, MD.
  • Does 1244 Pine Ave have air conditioning?
    Yes, 1244 Pine Ave in Shady Side, MD has air conditioning.
  • Does 1244 Pine Ave have laundry facilities?
    Yes, 1244 Pine Ave in Shady Side, MD has in-unit laundry.